2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

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Chemical Name:2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose
CAS No.:342813-56-3
Molecular Formula:C₂₉H₄₄O₁₀
Molecular Weight:552.662
Hs Code.:

Synonyms:2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

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Chemical Property of 2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

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Technology Process of 2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

There total 5 articles about 2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 37.0%

: 342813-54-1
Phenyl 2,3-di-O-allyl-6-O-benzyl-4-O-{2-[ω-hydroxytetra(oxyethylene)ethyl]}-β-D-glucopyranoside

: 342813-56-3
2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; potassium tetrafluoroborate; In acetonitrile; at 20 ℃;
DOI:10.1055/s-2001-12357

Reference yield:

: Phenyl 2,3-di-O-allyl-4,6-O-benzylidene-β-D-glucopyranoside

: 342813-56-3
2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / NaBH₃CN; HCl; molecular sieve 3 Angstroem / tetrahydrofuran; diethyl ether / 16 h / 20 °C

2: 84 percent / aq. KOH; [Bu₄N]HSO₄ / tetrahydrofuran / 5 h / 50 °C

3: 32 percent / KOH / 5 h / 80 - 90 °C

4: 37 percent / KBF₄; TMSOTf / acetonitrile / 20 °C

With hydrogenchloride; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; potassium tetrafluoroborate; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1055/s-2001-12357

Reference yield:

: 342813-51-8
Phenyl 2,3-di-O-allyl-6-O-benzyl-β-D-glucopyranoside

: 342813-56-3
2,3-Di-O-allyl-6-O-benzyl-1,4-O-(3,6,9,12-tetraoxatetradecan-1,14-diyl)-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / aq. KOH; [Bu₄N]HSO₄ / tetrahydrofuran / 5 h / 50 °C

2: 32 percent / KOH / 5 h / 80 - 90 °C

3: 37 percent / KBF₄; TMSOTf / acetonitrile / 20 °C

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; potassium tetrafluoroborate; In tetrahydrofuran; acetonitrile;
DOI:10.1055/s-2001-12357